L-Malic Acid → HCID 131729737, compound

HRID 1942914Notes

Reaction equation

HRID 1942914 reaction equation
[CH:1]1[C:2]([CH2:10][C@@H:11]([NH2:28])[CH2:12][C:13]([N:15]2[CH2:27][C:19]3=[N:20][N:21]=[C:22]([C:23]([F:26])([F:25])[F:24])[N:18]3[CH2:17][CH2:16]2)=[O:14])=[C:3]([F:9])[CH:4]=[C:5]([F:8])[C:6]=1[F:7].[C:29]([OH:37])(=[O:36])[C@H:30]([CH2:32][C:33]([OH:35])=[O:34])[OH:31]>CC(O)C>[CH:1]1[C:2]([CH2:10][C@@H:11]([NH2:28])[CH2:12][C:13]([N:15]2[CH2:27][C:19]3=[N:20][N:21]=[C:22]([C:23]([F:26])([F:25])[F:24])[N:18]3[CH2:17][CH2:16]2)=[O:14])=[C:3]([F:9])[CH:4]=[C:5]([F:8])[C:6]=1[F:7].[C:29]([O-:37])(=[O:36])[C@H:30]([CH2:32][C:33]([O-:35])=[O:34])[OH:31]

Participants

4

Reactant 2

HCID 222656L-Malic AcidHCID 4369359Sitagliptin

Product 1

HCID 131729737HCID 131729737, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
40 °C

Procedure

Sitagliptin base (150 mg) was suspended in 2-propanol (2.5 mL). L-malic acid (49 mg) was added and the mixture was stirred for one hour at ambient temperature and 2 hours at 40° C. The mixture was allowed to cool to ambient temperature and stirred for 24 hours at this temperature. The solid was filtered and dried at ambient temperature.

Workup

  1. temperatureto cool to ambient temperature
  2. stirringstirred for 24 hours at this temperature
  3. filtrationThe solid was filtered
  4. customdried at ambient temperature

Sources & evidence

ORD record
ord-ae6de3a96c9a4fdf9b122368dfe2203c
Source dataset
uspto-grants-2013_03
Patent number
US08389724B2

Reaction notes

Loading…